1-(trans-<123I>iodopropen-2-yl)-4-(4-cyanophenoxymethyl)piperidine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(trans-<123I>iodopropen-2-yl)-4-(4-cyanophenoxymethyl)piperidine
• 英文别名: 4-[[1-[(E)-3-(123I)iodanylprop-2-enyl]piperidin-4-yl]methoxy]benzonitrile
• 化学式: C₁₆H₁₉IN₂O
• 分子量: 378.34
• InChiKey: QJRRQEZUOGOHQN-KCCIHRIDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  36.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1--4-(4-cyanophenoxymethyl)piperidine 在 sodium hydroxide 、 phosphate buffer 、 sodium iodide 、 chloroamine-T 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 0.03h， 生成 1-(trans-<123I>iodopropen-2-yl)-4-(4-cyanophenoxymethyl)piperidine
  参考文献：
  名称：

  Synthesis of 1-(trans-[123I]Iodopropen-2-yl)-4-(4-cyanophenoxy-methyl)piperidine: A selective sigma receptor radioligand for SPECT

  摘要：

  1-(trans-[I-123]Iodopropen-2-yl)-4-(4-cyanophenoxymethyl)piperidine has been prepared as a novel sigma receptor ligand for SPECT. This ligand was found to be selective in vitro for the sigma receptor site (Ki(sigma) = 21.7 nM) when tested in a variety of neuroreceptor binding assays. The lipophilicity of this ligand (log P-7.5 = 3.36) is appropriate for good brain uptake and relatively low non-specific binding. Radioiodination was accomplished using classical electrophilic iododestannylation methods and specific activity of the purified product was > 2100 mCi/mu mole. Radiochemical yields were 60-80% EOS and radiochemical purities were > 99%. The average time of synthesis and purification was 35 minutes.

  DOI：

  10.1002/(sici)1099-1344(199603)38:3<215::aid-jlcr834>3.0.co;2-f

文献信息

• Synthesis of 1-(trans-[123I]Iodopropen-2-yl)-4-(4-cyanophenoxy-methyl)piperidine: A selective sigma receptor radioligand for SPECT
  作者：Rikki N. Waterhouse、T. Lee Collier、Joanne C. O'Brien

  DOI：10.1002/(sici)1099-1344(199603)38:3<215::aid-jlcr834>3.0.co;2-f

  日期：1996.3

  1-(trans-[I-123]Iodopropen-2-yl)-4-(4-cyanophenoxymethyl)piperidine has been prepared as a novel sigma receptor ligand for SPECT. This ligand was found to be selective in vitro for the sigma receptor site (Ki(sigma) = 21.7 nM) when tested in a variety of neuroreceptor binding assays. The lipophilicity of this ligand (log P-7.5 = 3.36) is appropriate for good brain uptake and relatively low non-specific binding. Radioiodination was accomplished using classical electrophilic iododestannylation methods and specific activity of the purified product was > 2100 mCi/mu mole. Radiochemical yields were 60-80% EOS and radiochemical purities were > 99%. The average time of synthesis and purification was 35 minutes.